Holiday rentals with a patio in New Marlborough

Find and book unique rentals with patio on Airbnb

Top-rated rentals with patio in New Marlborough

Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.

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Guest favourite

Home in Becket

4.93 out of 5 average rating, 118 reviews

Lake front retreat - Stylish Berkshire home

Drive down a lovely country wooded road to this renovated 4 bedroom mid century home on Long Bow Lake. The house has wood floors throughout & hip design. Gas fireplace in the dining room. This will be a home for the family to enjoy. We have our own private lake frontage that includes a dock & 4 kayaks. Enjoy the screened in porch, Weber gas grill, ping pong table & games. The area is quiet & peaceful only 20 minutes from Downtown Lee, Outlets, fabulous hikes & minutes from skiing Otis Ridge.

23–30 Nov

$488 SGD per night

Guest favourite

Guest suite in Great Barrington

5.0 out of 5 average rating, 45 reviews

Sweet 1-bedroom with salt water pool

Welcome to our home in the beautiful Berkshires! Enjoy this clean, private downstairs apartment with your own entrance. We are just 10-min from downtown Great Barrington and in a wonderful location for exploring. Upstairs is my family- a 6 year old boy and medium-sized dog- you will hear us! Sometimes we have friends and family visiting. In the summer you may see us at the pool with them. We’re happy to meet you and also happy to give you space- it’s your call. Wishing you a wonderful trip :-)

19–26 Oct

$178 SGD per night

Guest favourite

Home in Otis

4.84 out of 5 average rating, 61 reviews

Springtime Oasis in the Berkshires!

Beautiful, centrally located home in Otis with seasonal water views of the reservoir! Just a few minutes drive from Otis ridge ski resort and the local lakeside beach for seasonal activities. This home is located next door to the only eat in Restaurant/Bar in town and even has a private trail that leads to this restaurant, Katies country store and boat Launch on the Otis reservoir! That same trail is also ride on snowmobile access for snowmobilers and enduro riders/mountain bikers and hikers.

6–13 Jun

$146 SGD per night

Guest favourite

Cottage in Sheffield, The Berkshires

4.93 out of 5 average rating, 105 reviews

Cheerful 3-bedroom cottage with woodstove.

Relax with the whole family at this peaceful Berkshire getaway with easy access to all the area has to offer. A quick 20-minute drive to Butternut or Catamount ski hills, as well as downtown Great Barrington. Tanglewood and Jacob's Pillow are a half-hour's drive. Or stay at home and enjoy the peace and quiet of the surrounding woods, light a fire in the woodstove, cook in the large fully-equipped kitchen or head out back to barbecue on the large deck and play a game of badminton in the yard.

15–22 Jan

$305 SGD per night

Guest favourite

Cabin in Canaan

4.96 out of 5 average rating, 67 reviews

Dog Friendly Log Cabin of Your Dreams!

Sage Cabin sits at the mouth of the Berkshires, at the intersection of Connecticut, Massachusetts, and New York State. A 5-15 minute drive in any direction will bring you to amazing food & drink, antiquing, and hiking. Have dogs? Get their zoomies out in the fenced backyard. Working from home? There's a work station & fast wifi all set up for you. Love winter sports? Butternut & Mohawk Mountain for skiing/snowboarding are minutes away. Or, grab the snowshoes in the basement & hike around!

6–13 Nov

$366 SGD per night

Guest favourite

Home in Sandisfield

5.0 out of 5 average rating, 19 reviews

Waterfront oasis in heart of Berkshires

This house is a one-of-a-kind waterfront retreat that offers total privacy, spa-like serenity, and easy access to all the Berkshires has to offer. You'll find a fully stocked, professional-grade kitchen, a dining room perfect for family meals, and a living room with a wood-burning stove. There are two bedrooms downstairs and two upstairs. The house is close to skiing and tubing at Butternut, farm-to-table dining, shopping in Great Barrington and Lenox, Jacob's Pillow, and Tanglewood.

16–23 Jan

$771 SGD per night

Guest favourite

Cottage in New Marlborough

5.0 out of 5 average rating, 42 reviews

Cheerful 2 bedroom house in Southfield.

This updated, two bedroom home, sits on 8 lovely acres in New Marlborough. Ten minutes to Norfolk’s Haystack Mt, Infinity Hall and Norbrook Farm Brewery. Twenty minutes from SkiButternut. Twenty miles to Mohawk Mt Ski Area. First floor features a queen bedroom, full bath, kitchen, and living room with smart tv. Screened in porch and covered front porch are perfect to take in the view. Second floor bedroom has a queen bed and a twin sized bed. The loft has a pullout couch and a smart tv.

14–21 Nov

$312 SGD per night

Guest favourite

Home in Sheffield

5.0 out of 5 average rating, 26 reviews

The Kellogg House in the Heart of The Berkshires

The Kellogg House is conveniently nested in the heart of the Berkshires. Located within a short car ride from Sheffield, Great Barrington, and South Egremont, the area offers a superb food scene, local shopping, and cultural experiences. Cross Kellogg Rd, and you will find yourself on the 2,200 mile long Appalachian Trail. From lakes to mountains, you can access all that the Berkshire has to offer within minutes. The house is ideal for singles, couples, and families with children.

29 May – 5 Jun

$321 SGD per night

Guest favourite

Cabin in Pine Plains

4.98 out of 5 average rating, 176 reviews

The Upstate A - Modern Luxury in the Hudson Valley

The Upstate A is a 3 bedroom + sleeping loft, 2.5 bathroom A-frame set on a quiet cul-de-sac in the heart of the Hudson Valley. Built in 1968, it was fully renovated in 2020-2021. Staying here you’ll experience a cozy yet modern vibe, immersed in nature but with all the accoutrements of an upscale stay. You'll find great hiking in the summer, skiing in the winter, fresh upstate air year-round and serenity all day and night. See for yourself: check us out on IG @upstate_aframe

8–15 Apr

$778 SGD per night

Guest favourite

Home in Great Barrington

5.0 out of 5 average rating, 68 reviews

Granite Ledge, Modern home in a unique setting

Welcome to Great Barrington, the heartbeat of the Berkshires! This newly remodeled home that sits on 3.5 acres, is conveniently located 1 min from Butternutt Ski Mountain, and a 6 min drive from downtown main street Great Barrington. Convenient to restaurants, shops, farmers markets, art galleries, Tanglewood, Stockbridge, The Norman Rockwell Museum, Simon’s Rock, etc. Enjoy a vibrantly diverse restaurant scene and cultural events while still staying in a private setting.

22–29 Oct

$610 SGD per night

Guest favourite

Treehouse in New Marlborough

4.92 out of 5 average rating, 85 reviews

Double 3 Bedroom Tree House in the Berkshires

Escape, unwind and recharge in this double treehouse. A live tree runs through the interior connecting you directly with nature while in the comfort of home. Built with refurbished, materials and hand curated with care and love. Feel like you’re in the middle of nowhere, yet it’s only minutes to the town of Great Barrington for shopping dining or just a walk around town. Use these dreamy separate spaces for sleeping, writing or drawing in peace. LGBTQ+ owned and operated.

4–11 Sep

$308 SGD per night

Guest favourite

Guest house in Sharon

5.0 out of 5 average rating, 65 reviews

Cottage with a Waterfall View

Fall asleep to the sound of a waterfall and babbling brook outside your bedroom window in this historic former flax mill known as St. John's Mill. The cottage is newly renovated and features a well equipped kitchen, sofa where you can put up your feet and gaze out the living room window at the dam and waterfall, and a private grill and terrace overlooking Guinea Creek. Located along a scenic route convenient to Kent, Millerton, Salisbury & Amenia.

21–28 Aug

$147 SGD per night